Paul mtjller



Reicsued Dec. 4, 1945 UNITED STATES PATENT OFFICE DEVITALIZING COMPOSITION OF MATTER Paul Miilier, Basel, Switaerland, assirncr to the iirm J. B. Geiry A. G., Basel. Switzerland No Drawing. Orisinal No. 2,329,074.

1943, Serial No. 881,768, March 4.

tember l, 1941. Serial No. 005-431 Application for dated Seprel'ssue July 16, 1945,

5 Claims. (0!. 167-30) This invention relates to insecticides. For combatting insects of all kind such as flies.

' stinging flies, moths. beetles. plant-lice and so on.

there are mostly used petroleum solutions of pyrethrine or rotenone or aqueous emulsions of such compounds. Nicotine is. in spite of its .poi-

sonous character, also used for the protection of plants, but it cannot be used in inhabited rooms. Both the first mentioned agents show the disadvantage of smelling disagreeably in -spite of the admixture of strong perfuming agent. when they are used in form of petroleum solutions. In

Therefore, it is very surprising that-the con-- densation products of 1 molecule of choral with.

2 molecules of certain compounds with replaceable hydrogen from the benzene series.,show, beside the sure killing eifect on insects, only a very weak and not at all disagreeable odor and do The following example illustrates the present invention. The parts are by weight, unless otherwise stated.

Example .By treatinmwhile strongly stirring, a mixture of z'molecules of benzene or chlorobenzene with one molecule of chloral or chloralhydrate with an excess of concentrated sulfuric acid (of 100.

per cent strength) heating takes place after some time. which first increases up to about 60 C. and then slowly decreases again. Stirring is continued until the reaction mass has cooled down to room temperature and contains solid particles. Then it.is poured into much water whereby the 'raw condensation product separates out in a solid term. It is well washed out and. after being recrystallised from alcohol, it is obtained in form of white. line crystals which show a weakly fruitas these halogenated not exert even in finely dispersed form any'irritating eilect on the mucous membranes ofthe eyes. nose'or throat.

The said compounds correspond to the followins general formula wherein X represents chlorine atoms and! and 2 mean certain aromatic radicals of the benzene se es.

The said compounds can be used as powder or, when dissolved or emulsified, in solvents or diluents. but they can also be used together with other inert substances inactive by themselves or in combination with' insecticide agents.

They are very stable in neutral'or well as in acid or weakly alkaline solutions and their preparation is technically very simple.

The preparation of the described compounds is known (0. Zeidler. 13.7. i181).

ilmsicide. bactericide or odor. The formulas of 'these compounds are the following ones:

h The first compound melts at 64 6.. the second one at 103-105 0. (about the preparation see also 0. Fischer. 8.7. 1191). These two diphenylmethane compounds react surely against files, by spraying 5 com. of an alcoholic solution of 5 per cent strength per cubic metre of room. Death takes place, for files, within 2 hours: already after 10-15 minutes nearly all flies are so paralyzed that they can no longer fly. Moths. plant-lice or other pests are also destroyed within a very short 'time'by the sprayed compounds. Instead of solutions in alcohol. petroleum or similar solvents one may; in many cases. also use aqueous emulsions. Their efllciency does not thereby decrease even on lcn storage, which is the case-for many known insecticide preparations.

What I claim is: l. (in insecticidal composition of matter comprising the combination of the active ingredient c.e-di (p-chiorophenyl) -p.p.p-trichlorethane of the formula cimci etc-4m:

OJHIOI and'an insectieiw carrier selected from the group consisting'o: powder, solvent free from,

ether. and aqueous emulsion.

therefor.

3. A contact insecticide comprising a solution 0! the chemical compound .-di(p-chlorophenyl)-p,p,p-trlchlorethane in a. petroleum solvent.

4. A contact insecticide comprising the chemical compound .-di(p-ch1orophenyl) -fi.B-fl-trichlorethane and a carrier therefor consisting of an aqueous emulsion.

5. A contact insecticide comprising a solution of the chemical compound modu o-chlorophenyli-pfip-trichlorethane in a. solvent tree from ether.

PAUL mm.

CERTIFICATE OF CORRECTION.

Reissue No. 22,700. December 1;, 191 5,

PAUL HELLER.

It is hereby certified that error appears in the printed specification of the above numbered patent requiring correction as follows: Page 1, first column, line 51, after "all" insert --e--; line 51, for "or well" read --ae well--; and second column, line 25, between the formulae insert the word "and"; line 55, for "insecticidal" read --ineecticide--; and that the said Letters Patent should be read with this correction therein that the some may conform to the record of the case in the Patent Office.

Signed and sealed this 18th day of December, A. D. 1915.

Leslie Frazer (Seal) First Assistant Cmnmieeioner of-Patents. 

